Sodium Iodide → (R)-3-iodo-1-phenyl-1-propanol
반응식
Cl[CH2:2][CH2:3][C@H:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[OH:5].[I-:12].[Na+]>CC(C)=O>[I:12][CH2:2][CH2:3][C@H:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[OH:5]참가 물질
4
실험 절차
To a solution of (R)-(+)-3-chloro-1-phenyl-1-propanol (5 g, 29.3 mmol) in acetone (50 mL) was added sodium iodide (4.83 g, 32.2 mmol). The resulting solution was heated at reflux for 16 h. The solution was cooled, filtered and concentrated in vacuo. The residue was purified by flash chromatography eluting silica gel with hexane: ethyl acetate [100:0 to 3:1] to yield the title compound as a white solid (7.51 g, 98%); δH (300 MHz, CDCl3) 7.36 (5H, m, Ar), 4.83 (1H, m, O—CH), 3.34-3.15 (2H, m, CH2), 2.28-2.15 (2H, m, CH2).
후처리
- temperatureThe resulting solution was heated
- temperatureat reflux for 16 h
- temperatureThe solution was cooled
- filtrationfiltered
- concentrationconcentrated in vacuo
- customThe residue was purified by flash chromatography
- washeluting silica gel with hexane
출처 및 근거
- ORD 기록
- ord-35d99c2432b14763876412b606f19608
- 출처 데이터셋
- uspto-grants-2008_08
- 특허 번호
- US07410982B2
반응 노트
불러오는 중…